Synthesis of chimera oligopeptide including furanoid β-sugar amino acid derivatives with free OHs: mild but successful removal of the 1,2-O-isopropylidene from the building block
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DOI: 10.1007/s00726-020-02923-3
Abstract: Complementary to hydrophobic five membered ring β-amino acids (e.g. ACPC), β-sugar amino acids (β-SAAs) have found increasing application as hydrophilic building blocks of foldamers and α/β chimeric peptides. Fmoc-protected β-SAAs [e.g. Fmoc-RibAFU(ip)-OH] are indeed useful… read more here.
Keywords: removal isopropylidene; amino; synthesis; sugar amino ... See more keywords
Synthesis and conformational studies of short mixed γ/α-glycopeptides based on sugar γ3,3-amino acids
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DOI: 10.1016/j.tet.2017.10.038
Abstract: Abstract Carbohydrates bearing both amino and carboxylate groups could be useful for expanding the repertoire of monomers used for building foldamers. In this paper, we give a full account of the synthesis of small hybrid… read more here.
Keywords: amino; amino acids; conformational studies; sugar amino ... See more keywords
Self-Assembly of Fluorinated Sugar Amino Acid Derived α,γ-Cyclic Peptides into Transmembrane Anion Transport.
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DOI: 10.1021/acs.orglett.7b02942
Abstract: Syntheses of fluorinated sugar amino acid derived α,γ-cyclic tetra- and hexapeptides are reported. The IR, NMR, ESI-MS, CD, and molecular modeling studies of cyclic tetra- and hexapeptides showed C2 and C3 symmetric flat oval- and… read more here.
Keywords: acid derived; amino acid; sugar amino; fluorinated sugar ... See more keywords
Synthesis and carboxylate anion binding studies on cyclic sugar-amino acid hybrids
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DOI: 10.1080/00397911.2020.1785502
Abstract: Abstract Here in, the condensation of boc-glycine with 2,6-anhydro-3,4,5-tri-O-benzyl-D-gluco-heptitol followed by its boc-deprotection to form 2,6-anhydro-3,4,5-tri-O-benzyl-D-gluco-heptitolyl bis-glycinate, which in turn on condensation with succinic acid/pyridine-2,6-dicarboxylic acid led to the formation of sugar-amino acid hybrid macrocyclic… read more here.
Keywords: anion; amino acid; sugar amino; boc ... See more keywords